3,4-bis-(3,4-dimethoxy-phenyl)-1-[2-(4-methoxy-phenyl)-ethyl]-1H-pyrrole-2,5-dicarboxylic acid

Base Information

• Chemical Name: 3,4-bis-(3,4-dimethoxy-phenyl)-1-[2-(4-methoxy-phenyl)-ethyl]-1H-pyrrole-2,5-dicarboxylic acid
• CAS No.: 322765-89-9
• Molecular Formula: C₃₁H₃₁NO₉
• Molecular Weight: 561.588

Synonyms:3,4-bis-(3,4-dimethoxy-phenyl)-1-[2-(4-methoxy-phenyl)-ethyl]-1H-pyrrole-2,5-dicarboxylic acid

Chemical Property of 3,4-bis-(3,4-dimethoxy-phenyl)-1-[2-(4-methoxy-phenyl)-ethyl]-1H-pyrrole-2,5-dicarboxylic acid

Chemical Property:

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Technology Process of 3,4-bis-(3,4-dimethoxy-phenyl)-1-[2-(4-methoxy-phenyl)-ethyl]-1H-pyrrole-2,5-dicarboxylic acid

There total 2 articles about 3,4-bis-(3,4-dimethoxy-phenyl)-1-[2-(4-methoxy-phenyl)-ethyl]-1H-pyrrole-2,5-dicarboxylic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

3,4-dimethoxyphenylpyruvic acid (2460-33-5) → 3,4-bis-(3,4-dimethoxy-phenyl)-1-[2-(4-methoxy-phenyl)-ethyl]-1H-pyrrole-2,5-dicarboxylic acid (322765-89-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: n-BuLi / tetrahydrofuran / -78 °C

1.2: I₂ / tetrahydrofuran / -78 - 25 °C

2.1: 4 Angstroem mol. sieves / tetrahydrofuran / 18 h

With n-butyllithium; 4 A molecular sieve; In tetrahydrofuran;

DOI:10.1016/S0040-4039(00)01614-2

Reference yield:

4-Methoxyphenethylamine (55-81-2) + (2Z,4Z)-3,4-Bis-(3,4-dimethoxy-phenyl)-2,5-dihydroxy-hexa-2,4-dienedioic acid → 3,4-bis-(3,4-dimethoxy-phenyl)-1-[2-(4-methoxy-phenyl)-ethyl]-1H-pyrrole-2,5-dicarboxylic acid (322765-89-9)

Guidance literature:

With 4 A molecular sieve; In tetrahydrofuran; for 18h;

DOI:10.1016/S0040-4039(00)01614-2

Reference yield: 95.0%

3,4-bis-(3,4-dimethoxy-phenyl)-1-[2-(4-methoxy-phenyl)-ethyl]-1H-pyrrole-2,5-dicarboxylic acid (322765-89-9) → 3,4-bis(3,4-dimethoxyphenyl)-1-(4-methoxyphenethyl)-1H-pyrrole (322765-90-2)

Guidance literature:

With trifluoroacetic acid; In chloroform; for 10h; Heating;

DOI:10.1016/S0040-4039(00)01614-2

upstream raw materials:

4-Methoxyphenethylamine

3,4-dimethoxyphenylpyruvic acid

Downstream raw materials:

3,4-bis(3,4-dimethoxyphenyl)-1-(4-methoxyphenethyl)-1H-pyrrole

{5-[carboxy-(3,4-dimethoxy-phenyl)-methyl]-3,4-bis-(3,4-dimethoxy-phenyl)-1-[2-(4-methoxy-phenyl)-ethyl]-1H-pyrrol-2-yl}-(3,4-dimethoxy-phenyl)-acetic acid

{3,4-bis-(3,4-dimethoxy-phenyl)-5-[(3,4-dimethoxy-phenyl)-(2,2,2-trichloro-ethoxycarbonyl)-methyl]-1-[2-(4-methoxy-phenyl)-ethyl]-1H-pyrrol-2-yl}-(3,4-dimethoxy-phenyl)-acetic acid 2,2,2-trichloro-ethyl ester

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